Nextpoint builds transformative software and services for the legal industry — making eDiscovery, case management, and litigation prep simple, fluid, and affordable for law firms of all sizes. Our secure, cloud-based platform lets teams start document review in minutes, backed by powerful analytics, an intuitive interface, and best-in-class security at every point.
We're problem solvers, simplifiers, and challenge seekers, united by a shared goal: a great team culture and satisfied clients. We're headquartered in Chicago's Ravenswood neighborhood and proud to have been named one of Built In's Best Startups to Work for in Chicago five years running (2022–2026).
ABOUT THE ROLENextpoint's platform handles massive, unpredictable volumes of sensitive legal data — unlimited-upload document review, AI-assisted analysis, and secure electronic production — all running on AWS with zero downtime tolerance for firms in active litigation. We're looking for a Site Reliability Engineer to help maintain the reliability, scalability, and security posture of that platform as we expand our AI capabilities (built on Amazon Bedrock) and grow our customer base.
This is a hands-on role for someone who wants to be the first line of response for production infrastructure at a company where reliability is a customer-trust issue, not just an engineering metric.
RESPONSIBILITIES
Infrastructure & Automation (50%)
Maintain and extend existing infrastructure-as-code (Terraform/CloudFormation/CDK) following established patterns and standards
Support and operate CI/CD pipelines; implement improvements as directed
Monitor cloud cost trends and flag optimization opportunities for review
Reliability & Operations (25%)
Monitor uptime, latency, and performance SLOs/SLIs for production systems supporting document upload, processing, review, and production workflows
Participate in the on-call rotation and serve as first responder for production incidents during US business hours
Triage, troubleshoot, and resolve incoming infrastructure requests and incidents; escalate and coordinate on complex root-cause work
Write clear post-incident reports and help investigate recurring incidents and cost overruns
Maintain and extend existing monitoring, alerting, and observability tooling
Cross-Functional Collaboration (15%)
Partner with engineering teams to build reliability, scalability, and observability into new features from design through launch
Document runbooks, architecture decisions, and operational procedures for the broader engineering team
Communicate incident status and technical issues clearly to engineering and non-technical stakeholders
Participate in design reviews to flag reliability or operational concerns early
Security & Compliance (10%)
Support SOC 2 compliance activities and help uphold encryption, access-control, and audit-trail standards across all environments
Implement and maintain security best practices for infrastructure handling confidential legal and client data, including AI workloads on Amazon Bedrock
Support security reviews, vulnerability management, and patching cadences across production systems
Maintain permissions-based access controls and comprehensive audit logging in line with client security commitments
QUALIFICATIONS
5+ years of experience in Site Reliability Engineering, DevOps, or Infrastructure Engineering roles, ideally in a B2B SaaS environment
Deep hands-on experience with AWS (EC2, S3, RDS, Lambda, VPC, IAM, CloudWatch, or equivalent services)
Working knowledge of infrastructure-as-code (Terraform, CloudFormation, or CDK) and configuration management
Proficiency in at least one scripting/programming language (Python, Go, or similar) for automation and tooling
Experience with containerization and orchestration (Docker, Kubernetes, or ECS)
Track record of operating CI/CD pipelines
Experience with monitoring/observability stacks (Datadog, CloudWatch, Prometheus/Grafana, or similar)
Familiarity with security compliance frameworks (SOC 2, HIPAA, or similar) and encryption/access-control best practices
Experience supporting systems handling large-scale, variable-volume data processing is a plus
Exposure to AI/ML infrastructure (e.g., Amazon Bedrock, model-serving pipelines) is a plus, given our growing AI feature set
Experience using ClaudeCode, Kiro, OpenCode or similar Agentic AI
Bachelor's degree in Computer Science, Engineering, or related field (or equivalent experience)
Strong written and verbal communication skills, with the ability to write clear runbooks and explain technical tradeoffs to non-technical stakeholders
Comfortable being part of an on-call rotation
EQUAL OPPORTUNITY EMPLOYER
Nextpoint is an equal opportunity employer. We actively work to build a diverse team and encourage candidates of all backgrounds to apply. All applicants are considered without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, veteran status, disability, or any other characteristic protected by applicable law.
Skills Required
- 5+ years of experience in Site Reliability Engineering, DevOps, or Infrastructure Engineering, ideally in a B2B SaaS environment
- Deep hands-on experience with AWS, including services such as EC2, S3, RDS, Lambda, VPC, IAM, and CloudWatch
- Working knowledge of infrastructure-as-code using Terraform, CloudFormation, or CDK
- Proficiency in at least one scripting or programming language, such as Python or Go
- Experience with containerization and orchestration using Docker, Kubernetes, or ECS
- Track record of operating CI/CD pipelines
- Experience with monitoring and observability stacks such as Datadog, CloudWatch, Prometheus, or Grafana
- Familiarity with security compliance frameworks such as SOC 2 or HIPAA and encryption/access-control best practices
- Experience supporting systems handling large-scale, variable-volume data processing
- Exposure to AI/ML infrastructure, such as Amazon Bedrock or model-serving pipelines
- Experience using ClaudeCode, Kiro, OpenCode, or similar agentic AI
- Bachelor's degree in Computer Science, Engineering, or a related field, or equivalent experience
- Strong written and verbal communication skills, including the ability to write runbooks and explain technical tradeoffs
- Comfort participating in an on-call rotation
What the Team is Saying
Nextpoint Compensation & Benefits Highlights
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Retirement Support — Employer materials outline a 401(k) with a match of 100% on the first 3% and 50% on the next 2%, signaling robust retirement backing. This detail is consistently cited across company and job‑site materials.
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Parental & Family Support — Up to 12 weeks of fully paid parental leave at 100% of salary is offered for birth, adoption, or surrogacy. Additional family supports such as adoption assistance are also highlighted.
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Leave & Time Off Breadth — Generous PTO, paid holidays, floating holidays, quarterly mental‑health days, and even sabbaticals are described, with some listings noting an unlimited‑style PTO approach. Hybrid/remote flexibility and paid volunteer time further expand the time‑off toolkit.
Nextpoint Insights
What We Do
Nextpoint is a Chicago-based legal technology company that has been building cloud-based eDiscovery and litigation software since 2001. We make it simpler for law firms, corporate legal teams, and government agencies to manage the full lifecycle of litigation — from data ingestion and document review to case preparation and trial presentation. Our platform is built on the cloud, which means legal teams can access it from anywhere, process large volumes of data quickly, and scale storage without the overhead of traditional infrastructure. Built-in AI tools help reviewers surface relevant documents faster, while advanced search, analytics, and granular access controls give teams the precision they need on complex matters. We serve clients across the spectrum — from small and solo firms to AmLaw 100 firms and federal agencies — all on a predictable, per-user pricing model. Our dedicated client success team works alongside customers as a true extension of their practice, not just a support ticket queue. What sets us apart isn't just the software. It's the combination of powerful technology, expert services, and a team that genuinely understands how legal work gets done. We've stayed independent and self-funded since day one, which means our roadmap is driven by our clients, not outside investors. We're about 80 people strong, headquartered in Chicago's Ravenswood neighborhood, and we're growing. If you're interested in building tools that shape how the legal industry operates — and doing it alongside a team that moves quickly and takes the work seriously — we'd love to meet you.
Why Work With Us
Nextpoint has been independent and self-funded since 2001 — which means we build for our customers, not for investors. That autonomy shapes everything from how we prioritize our roadmap to how we treat our people. We sit at an interesting intersection: legal technology is a serious, complex industry, but we're still a team of about 80 people where
Gallery
Nextpoint Offices
Hybrid Workspace
Employees engage in a combination of remote and on-site work.
Chicago-based, with local employees in the office 2-3 days a week. We have some remote team members but tend to hire locally — we value the collaboration that comes with being in the same city.
